1,2,3,4,6,7,8,9-Octahydrophenazine

Base Information

• Chemical Name: 1,2,3,4,6,7,8,9-Octahydrophenazine
• CAS No.: 4006-50-2
• Molecular Formula: C12H16 N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• European Community (EC) Number: 223-659-8
• NSC Number: 19848
• DSSTox Substance ID: DTXSID40193122
• Nikkaji Number: J208.828B
• Wikidata: Q83065846
• Metabolomics Workbench ID: 45788
• ChEMBL ID: CHEMBL1902281
• Mol file: 4006-50-2.mol

Synonyms:1,2,3,4,6,7,8,9-Octahydrophenazine;4006-50-2;MLS000737867;EINECS 223-659-8;NSC19848;Dicyclohexanopyrazine;Phenazine, 1,2,3,4,6,7,8,9-octahydro-;SCHEMBL2406021;CHEMBL1902281;JYYRTWNCBVRKMN-UHFFFAOYSA-;DTXSID40193122;CHEBI:187021;HMS2268I16;NSC 19848;NSC-19848;AKOS024321239;NCGC00246770-01;SMR000528198;CS-0263312;F83386;EN300-8613172;Z1255386904

Chemical Property of 1,2,3,4,6,7,8,9-Octahydrophenazine

Chemical Property:

• Vapor Pressure: 0.00339mmHg at 25°C
• Melting Point: 110-111 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 291.5°Cat760mmHg
• PKA: 3.27±0.20(Predicted)
• Flash Point: 109.9°C
• PSA: 25.78000
• Density: 1.11g/cm³
• LogP: 2.23420
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 188.131348519
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)N=C3CCCCC3=N2
• Uses: 1,?2,?3,?4,?6,?7,?8,?9-?Octahydrophenazine is an impurity found in the rearragement of cyclohexane oxime to caprolactam.

Technology Process of 1,2,3,4,6,7,8,9-Octahydrophenazine

There total 44 articles about 1,2,3,4,6,7,8,9-Octahydrophenazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1,2-Cyclohexanediol (931-17-9) → 1,2,3,4,6,7,8,9-octahydrophenazine (4006-50-2)

Guidance literature:

With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia; In toluene; at 150 ℃; for 36h; under 5250.53 Torr; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.8b08385

Reference yield: 90.0%

2-Chlorocyclohexanone (822-87-7) → 1,2,3,4,6,7,8,9-octahydrophenazine (4006-50-2)

Guidance literature:

With ammonia; In chloroform; at 100 ℃; for 12h;

Reference yield: 88.0%

2-bromocyclohexanone (1056477-06-5,822-85-5) → 1,2,3,4,6,7,8,9-octahydrophenazine (4006-50-2)

Guidance literature:

With ammonium hydroxide; In water; at 105 ℃; for 0.166667h; Reagent/catalyst; Temperature; Microwave irradiation;

upstream raw materials:

1-ethoxy-1,2-epoxy-cyclohexane

1,2,3,4-tetrahydrophenazine

cyclohexane-1,2-dione monooxime

2-aminocyclohexanone hydrochloride

Downstream raw materials:

Phenazin

Refernces

• 1、 Clemo,McIlwain. "-". . p. 258,259. Retrieved 1936.
• 2、 He, Zhimin,Qi, Wei,Ren, Tianyu,Yan, Ning. "One-pot production of phenazine from lignin-derived catechol". . p. 1224 - 1230. Retrieved 2022/02/17.
• 3、 Xu, Jin,Green, Anthony P.,Turner, Nicholas J.. "Chemo-Enzymatic Synthesis of Pyrazines and Pyrroles". supporting information. p. 16760 - 16763. Retrieved 2018/11/27.